alpha,2-Dimethyl-5-nitro-1H-imidazole-1-ethanol

Absorption

Secnidazole is rapidly and completely absorbed after oral administration. Following administration of a single oral dose of 2 g in healthy adult female subjects, the mean (SD) Cmax was 45.4 (7.64) mcg/mL and mean (SD) systemic exposure (AUC0-inf) was 1331.6 (230.16) mcg x hr/mL. Tmax ranged from three to four hours. Food has negligible effects on drug absorption and systemic exposure.

Toxicity

There is no information available regarding the LD50 and overdose of secnidazole.

Chemical properties

Crystalline Solid

The Uses of alpha,2-Dimethyl-5-nitro-1H-imidazole-1-ethanol

Analog of Metronidazole. Antiamebic. Antiprotozoal (Trichomonas)

The Uses of alpha,2-Dimethyl-5-nitro-1H-imidazole-1-ethanol

antiameobic, antitrichomonas

The Uses of alpha,2-Dimethyl-5-nitro-1H-imidazole-1-ethanol

Analog of Metronidazole. Antiamebic. Antiprotozoal (Trichomonas).

Indications

Secnidazole is indicated for treating trichomoniasis and bacterial vaginosis in patients 12 years of age and older. In other countries, it is also available as a combination product with other antibacterial drugs, such as itraconazole.

Background

Secnidazole is a second-generation 5-nitroimidazole antimicrobial agent. It is structurally related to other 5-nitroimidazoles, including Metronidazole and Tinidazole, but displays improved oral absorption and a longer terminal elimination half-life than other drugs in this class. Secnidazole is selective against many anaerobic Gram-positive and Gram-negative bacteria as well as protozoa. Once it enters bacteria and parasites, secnidazole is activated by bacterial or parasitic enzymes to form a radical anion, thereby damaging and killing the target pathogen.
Secnidazole has been available in many other countries in Europe, Asia, South America, and Africa for decades. In September 2017, FDA approved secnidazole under the market name Solosec for the treatment of trichomoniasis and bacterial vaginosis.

What are the applications of Application

Secnidazole is an anti-ametic, anti-protozoal analog of Metronidazole

Definition

ChEBI: Secnidazole is a C-nitro compound that is 5-nitroimidazole in which the hydrogens at positions 1 and 2 are replaced by 2-hydroxypropyl and methyl groups, respectively. It has a role as an epitope. It is a C-nitro compound, a member of imidazoles and a secondary alcohol.

Pharmaceutical Applications

A 5-nitroimidazole with properties similar to those of metronidazole. It is rapidly absorbed after oral administration and is distinguished by having the longest plasma half-life (18 h) of clinically used nitroimidazole drugs. It is used in the treatment of intestinal amebiasis, giardiasis, trichomoniasis and bacterial vaginosis.

Pharmacokinetics

Secnidazole is a broad-spectrum nitroimidazole antimicrobial drug. It is selective against many anaerobic Gram-positive and Gram-negative bacteria and protozoa. According to in vitro studies, secnidazole mediates antibacterial effects against Bacteroides fragilis, Trichomonas vaginalis, Entamoeba histolytica, and Giardia lamblia. Secnidazole may prolong the QTc interval, but not to a clinically significant extent.

Metabolism

The metabolism of secnidazole has not been fully characterized. According to in vitro studies, secnidazole is metabolized by hepatic CYP450 enzymes, with less than or equal to 1% of the parent drug converted to metabolites. Secnidazole was found to be metabolized by CYP3A4 and CYP3A5 but to a limited extent. Secnidazole most likely undergoes oxidation. A hydroxymethyl metabolite and glucuronide conjugates of secnidazole have been detected in urine.